5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde → 6-Cyclopentyl-6-{2-[3-ethyl-4-(1,3-oxazol-2-yl)phenyl]ethyl}-4-hydroxy-3-([1,2,4]triazolo[1,5-a]pyrimidin-2-ylmethyl)-5,6-dihydro-2H-pyran-2-one

Participants

Reaction Steps

The title compound was prepared analogously to Example A(1) where 6-cyclopentyl-6-{2-[3-ethyl-4-(1,3-oxazol-2-yl)phenyl]ethyl}dihydro-2H-pyran-2,4(3H)-dione (Example A(135)) was substituted in place of 6-cyclopentyl-6-[2-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione in that example and methoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl-methanol was substituted in place of 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde. Yield (57 mg, 11%). 1H NMR (300 MHz, CDCl3): δ ppm 1.20 (t, J=7.44 Hz, 3 H) 1.53–1.67 (m, 8 H) 2.00–2.11 (m, 2 H) 2.35–2.47 (m, 1 H) 2.51–2.63 (m, 1 H) 2.65–2.72 (m, 2 H) 2.72–2.83 (m, 2 H) 3.04 (q, J=7.54 Hz, 2 H) 4.14 (d, J=3.77 Hz, 2 H) 7.04–7.10 (m, 2 H) 7.14–7.20 (m, 1 H) 7.25 (s, 1 H) 7.71 (s, 1 H) 7.82 (d, J=7.91 Hz, 1 H) 8.84 (d, J=5.46 Hz, 2 H). MS (ESI): 514 (M+H)+.

Provenance & Evidence